449458

(tert-Butyldimethylsilyloxy)acetaldehyd

90%

• Synonym(e): (tert-Butyldimethylsiloxy)acetaldehyde, 2-(tert-Butyldimethylsilyloxy)acetaldehyde, 2-[(tert-Butyl)dimethylsiloxy]acetaldehyde, 2-[(tert-Butyldimethylsilanyl)oxy]acetaldehyde, 2-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]acetaldehyde, Dimethyl-tert-butylsilyloxyacetaldehyde
• Lineare Formel: (CH₃)₃CSi(CH₃)₂OCH₂CHO
• CAS-Nummer: 102191-92-4
• Molekulargewicht: 174.31
• MDL-Nummer: MFCD01321229
• UNSPSC-Code: 12352100
• PubChem Substanz-ID: 24868481
• NACRES: NA.22

Eigenschaften

• Assay: 90%
• Brechungsindex: n20/D 1.432 (lit.)
• bp: 165-167 °C (lit.)
• Dichte: 0.915 g/mL at 25 °C (lit.)
• Lagertemp.: 2-8°C
• SMILES String: CC(C)(C)[Si](C)(C)OCC=O
• InChI: 1S/C8H18O2Si/c1-8(2,3)11(4,5)10-7-6-9/h6H,7H2,1-5H3
• InChIKey: MEBFFOKESLAUSJ-UHFFFAOYSA-N

Beschreibung

Anwendung

(tert-Butyldimethylsilyloxy)acetaldehyde is a versatile reagent commonly used in synthetic glycobiology. It can act both as an aldol donor and an aldol acceptor in the stereocontrolled production of erythrose. It is used as an important reagent in the total synthesis of (+)-ambruticin, (−)-laulimalide, (−)-salinosporamide A, and (+)-leucascandrolide A.

Employed in the construction of the key tetrahydropyran subunit in a recent synthesis of the marine natural product (–)-dactylodide.

Sicherheitshinweise

• Piktogramme: GHS02,GHS07
• Signalwort: Warning
• H-Sätze: H226,H315,H319,H335
• P-Sätze: P210 - P233 - P240 - P241 - P303 + P361 + P353 - P305 + P351 + P338
• Gefahreneinstufungen: Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3
• Zielorgane: Respiratory system
• Lagerklassenschlüssel: 3 - Flammable liquids
• WGK: WGK 3
• Flammpunkt (°F): 140.0 °F - closed cup
• Flammpunkt (°C): 60 °C - closed cup
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type ABEK (EN14387) respirator filter